Best Things to Do In Chicago

Discover an enchanting cityscape brimming with vibrant culture and iconic attractions that shapes the essence of what to do in Chicago.

Chicago: Chicago Riverwalk

What is it?

A scenic waterfront walkway perfect for strolling, dining, and sightseeing.

Why you should go?

The Chicago Riverwalk is an urban retreat that offers a peaceful escape amidst the bustling city life. It stretches along the Chicago River, providing stunning views of the city's architecture and vibrant public art displays. Visitors can enjoy waterfront restaurants, seasonal cafes, and numerous boat tours, making it a quintessential experience when considering things to do in Chicago. Whether it's an educational architectural tour or a leisurely kayak outing, the Riverwalk is a cherished gem for both locals and tourists.

Chicago: Shedd Aquarium

What is it?

An indoor public aquarium featuring a vast array of aquatic species.

Why you should go?

Located on the Chicago Museum Campus, Shedd Aquarium houses exotic marine life from around the world. With interactive exhibits like touching stingrays and exploring a recreated Caribbean reef, it offers educational fun for all ages. This renowned institution not only offers a glimpse into underwater ecosystems but is also actively involved in conservation efforts. A visit to Shedd is not just a fun thing to do in Chicago but also an opportunity to connect with the aquatic world.

Chicago: Chicago Cultural Center

What is it?

A historical landmark renowned for its free public programs and beautiful interiors.

Why you should go?

The Chicago Cultural Center is an architectural showpiece and a vibrant hub for the arts. The building, with its ornate domes and mosaic tiles, is a visual treat in itself. Beyond its beauty, the center offers a vast array of cultural events, including exhibitions, concerts, lectures, and film screenings. Entry to this cultural haven is free, making it an enriching yet cost-effective choice for those exploring the many Chicago activities.

Chicago: The Magnificent Mile

What is it?

A premier commercial district famous for shopping, dining, and entertainment.

Why you should go?

For those wondering what to do in Chicago for an upscale retail experience, The Magnificent Mile is the answer. This stretch along Michigan Avenue is home to high-end boutiques, major department stores, and landmark buildings. It also hosts annual events like The Magnificent Mile Lights Festival. From luxury shopping to historic exploration, this vibrant district has something for all visitors.

Chicago: Wrigley Field

What is it?

A historic baseball stadium and a cultural touchstone for sports enthusiasts.

Why you should go?

As the second-oldest MLB ballpark, Wrigley Field is a sports sanctuary where the love for baseball is palpable. Attend a Chicago Cubs game to experience the excitement firsthand, or take a guided tour to delve into the rich history of this legendary venue. A trip to 'The Friendly Confines' is more than a pastime; it's a journey into the heart of Chicago's treasured traditions and is undoubtedly one of the top things to see in Chicago for any sports fan.

Chicago: The Art Institute of Chicago

What is it?

An illustrious art museum with a rich collection spanning thousands of years.

Why you should go?

The Art Institute of Chicago beckons art lovers with its extensive galleries featuring masterpieces from around the globe. As one of the foremost museums in the world, it showcases works from luminaries like Van Gogh, Monet, and Seurat. Visitors can lose themselves in the Thorne Miniature Rooms or marvel at the modern wing. This institution isn’t just one of the best things to do in Chicago; it's a pilgrimage for those who seek to witness the dialogue between history and creativity.

Chicago: Navy Pier

What is it?

A picturesque landmark offering entertainment, museums, and dining along Lake Michigan.

Why you should go?

Navy Pier presents a myriad of Chicago activities, from enchanting boat cruises to mesmerizing fireworks. Stroll along the dock, ride the iconic Ferris wheel for sweeping views of the skyline, or explore the children's museum for an educational twist. With seasonal events and cultural festivals, Navy Pier is a place where fun things to do in Chicago unfold amidst the backdrop of the city's stunning architectural narrative and the tranquil waters of the lake.

Chicago: Willis Tower Skydeck

What is it?

An awe-inspiring observation deck offering panoramic views of the city’s skyline.

Why you should go?

Soaring above the urban sprawl, the Willis Tower Skydeck offers an unrivaled perspective of Chicago. One of the tallest buildings in the world, it provides sightseers with a thrilling experience, especially when stepping onto The Ledge, a glass box extending four feet out from the Skydeck. Whether it's day or night, visitors can witness the grandeur of Chicago's architecture and Lake Michigan's horizon, making it an essential Chicago tour stop.

Chicago: The Field Museum

What is it?

A premier natural history museum showcasing global artifacts and biological exhibits.

Why you should go?

The Field Museum is an epicenter of discovery, home to ancient fossils and cultural heirlooms. Visitors can explore the age of dinosaurs through Sue, the largest and most complete T. rex specimen, and be captivated by the glittering Hall of Gems. Unveiling the secrets of the past and the mysteries of our natural world, it remains a top-tier destination for anyone interested in what to see in Chicago.

Chicago: Lincoln Park Zoo

What is it?

A historic free zoo that is home to a diverse range of wildlife species.

Why you should go?

Nestled within the greenery of its namesake park, Lincoln Park Zoo stands as a testament to conservation and education. With a family-friendly atmosphere, the zoo offers close encounters with creatures from around the world. Visitors can embark on Chicago excursions that enlighten and entertain, from observing the regal African lions to the playful antics of the polar bears. It's an oasis of nature within the urban landscape, and a beloved Chicago landmark.

TOP-5 tours in Chicago for first time visitors

Embark on a journey exploring the magnificent Millennium Park, a staple among places to visit in Chicago with insights into its acclaimed public art.
Dive into the architectural wonders of the city, where the skyline tells its own story, making it a top thing to see in Chicago for enthusiasts.
Relive history with an in-depth excursion into the Chicago Museum Campus, a hub for some of the best Chicago tours surrounding science and nature.
Indulge in a culinary adventure through the Chicago Food Tour, a must for fun things to do in Chicago, tasting your way through local favorites.
Experience the electric nightlife scene and jazz lounges that stand out as fun and vibrant Chicago activities, perfect for evening exploration.

Fun things to do in Chicago with kids

Chicago gleams with an array of kid-friendly delights that fuse education with a pinch of whimsy. First on the list is the enchanting Lincoln Park Zoo, a verdant sanctuary where children can marvel at wildlife in the heart of the city for free. Interactive exhibits and animal encounters ensure lifelong memories and learning experiences. Another gem is the Chicago Children's Museum at Navy Pier, a place of discovery and play. The museum is packed with hands-on exhibits that engage young minds in the realms of science, technology, and art. Lastly, the city's crown jewel for explorative fun is the Museum of Science and Industry. This institution brings science to life with captivating displays like a real submarine and a mirror maze that ignites curiosity in children of all ages. Each of these sites is a standout choice for Chicago excursions that cater to the joy and wonderment of younger visitors.

Things to do in Chicago with family

The Windy City is a playground of urban adventure perfect for families looking to create lasting memories. Delight in a day at Millennium Park, where stunning art installations and lush landscapes provide a picturesque setting for family photos and picnics. The interactive Crown Fountain and an ice skating rink, depending on the season, offer unique experiences that are essential to Chicago tours. Next, step into the cosmos at Adler Planetarium, where immersive shows and educational exhibits on astronomy captivate visitors of all ages. It’s not merely a place to visit in Chicago; it's a gateway to the stars that will spark the imaginations of both young and old. Itching for some action-packed fun? Navy Pier boasts an abundance of attractions, including the iconic Centennial Wheel, providing panoramic views of Lake Michigan and the city skyline. With these engaging places, families have a treasure trove of things to do in Chicago, ensuring their trip is filled with joy and fascination.

Free things to do in Chicago

Chicago, a city known for its dynamic culture and impressive skyline, offers an array of complimentary attractions for those exploring on a budget. The Lincoln Park Zoo, one of the oldest zoos in the United States, invites visitors to connect with animals from around the world at no cost. This family-friendly destination is a delightful escape within the city. For art aficionados and curious minds alike, the Chicago Cultural Center is a treasure trove of free exhibits, music, dance, and theater events housed within an architectural masterpiece. Finally, for a taste of natural beauty, the expansive lakefront trails and beaches provide a serene respite. The Lakefront Trail, in particular, offers a scenic route for walking, jogging, or cycling alongside the picturesque backdrop of Lake Michigan. These attractions not only rank among the best things to do in Chicago for free but also enhance the city's cultural tapestry, accessible to all who visit.

Cheap things to do in Chicago

Exploring Chicago doesn't have to come with a hefty price tag. For an affordable adventure, start with the iconic Chicago Riverwalk. This pedestrian waterfront is not just free to explore, but it also offers budget-friendly activities, street performances, and public art displays. Gain a fresh perspective of the city's architectural marvels without spending a dime. Another economical outing is a visit to the Garfield Park Conservatory. Known as "landscape art under glass," the conservatory's lush flora provides a tranquil escape from urban hustle. Visitors can immerse themselves in the beauty of nature with various themed gardens. And for those wanting a slice of history, the National Museum of Mexican Art stands as a cultural landmark in the heart of the Pilsen neighborhood, offering free admission to its impressive collection of exhibits that celebrate a rich heritage. Together, these attractions prove that the best Chicago tours need not break the bank, offering valuable experiences and memories.

Things to do in Chicago for couples

Chicago offers an array of romantic experiences for couples looking to weave together memorable moments. Share a serene walk through the Alfred Caldwell Lily Pool, a hidden gem tucked away in Lincoln Park that offers tranquility and the chance to revel in nature's artistry. It's a picture-perfect setting for peaceful reflection and quality time. For an unforgettable evening, embark on a twilight river cruise. Glide along the Chicago River as the city lights begin to sparkle, providing a backdrop that's as captivating as it is intimate, perfect for those seeking Chicago excursions after dusk. Furthermore, couples can elevate their love to new heights at the 360 CHICAGO Observation Deck. The unparalleled views of the skyline and Lake Michigan from the John Hancock Center are especially magical at sunset, cementing it as one of the most romantic things to do in Chicago. These attractions offer shared experiences that foster connection and wonder, tailored for lovebirds in this bustling metropolis.

Things to do in Chicago at night

As the sun dips below the skyline, Chicago illuminates with nocturnal activities that cater to those who revel in the city's after-dark ambiance. First on the list is the iconic Chicago Theatre. Attend a show or concert at this historic venue where the marquee lights set the stage for a night of entertainment. Its grandeur and history provide a glamorous setting for an unforgettable evening. Next, elevate your experience at The Signature Lounge at the 96th. Sip cocktails atop the John Hancock Center, offering breathtaking panoramic views of Chicago’s city lights. This skyline bar combines romance with a touch of luxury, perfect for an evening to remember. Cap the night with some live blues music at one of Chicago's legendary clubs, like Buddy Guy's Legends. Immerse yourselves in the soulful sounds and rhythms that are an integral part of Chicago's cultural fabric. These sights and sounds prove that night tours in Chicago offer a rich tapestry of experiences that glow brightly under the stars.